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Merck
모든 사진(1)

주요 문서

678023

Sigma-Aldrich

4,7-Dimethoxy-1,10-phenanthroline

97%

동의어(들):

4,7-Dimethoxy-1,10-phenanthrolin

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About This Item

실험식(Hill 표기법):
C14H12N2O2
CAS Number:
Molecular Weight:
240.26
MDL number:
UNSPSC 코드:
12352300
PubChem Substance ID:
NACRES:
NA.22
양식:
solid
분석:
97%

Quality Level

분석

97%

양식

solid

반응 적합성

reagent type: ligand

mp

197-212 °C

SMILES string

COc1ccnc2c1ccc3c(OC)ccnc23

InChI

1S/C14H12N2O2/c1-17-11-5-7-15-13-9(11)3-4-10-12(18-2)6-8-16-14(10)13/h3-8H,1-2H3

InChI key

ZPGVCQYKXIQWTP-UHFFFAOYSA-N

일반 설명

4,7-Dimethoxy-1,10-phenanthroline is an organic compound that is used as an efficient ligand in organic synthesis. It is used in the N-arylation of imidazole with aryl iodides and bromides in the presence of copper catalysts. Various hindered and functionalized imidazoles and aryl halides were converted using this catalyst.

애플리케이션

Ligand for Cu-catalzyed N-arylation of imidazoles

픽토그램

CorrosionExclamation markEnvironment

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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문서 라이브러리 방문

Li, C. S.; Dixon, D. D.
Tetrahedron Letters, 45, 4257-4257 (2004)
Artis Klapars et al.
Journal of the American Chemical Society, 124(25), 7421-7428 (2002-06-20)
An experimentally simple and inexpensive catalyst system was developed for the amidation of aryl halides by using 0.2-10 mol % of CuI, 5-20 mol % of a 1,2-diamine ligand, and K(3)PO(4), K(2)CO(3), or Cs(2)CO(3) as base. Catalyst systems based on
Ryan A Altman et al.
Organic letters, 9(4), 643-646 (2007-02-09)
With use of Cu-based catalysts, 2- and 4-hydroxypyridines were N-arylated in modest to excellent yields. In the case of 2-hydroxypyridine, the use of 4,7-dimethoxy-1,10-phenanthroline, 3, expanded the scope of previous literature reports to include the use of N-containing heteroaryl halides
Ryan A Altman et al.
The Journal of organic chemistry, 72(16), 6190-6199 (2007-07-13)
4,7-Dimethoxy-1,10-phenanthroline (L1c) was found to be an efficient ligand for the copper-catalyzed N-arylation of imidazoles and benzimidazoles with both aryl iodides and bromides under mild conditions. Further optimization of the system has revealed that the addition of poly(ethylene glycol) accelerates

문서

Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.

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